8-oxo-dGTP (PAMDB120291)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 12:54:54 PM
Metabolite IDPAMDB120291
Identification
Name: 8-oxo-dGTP
Description:A 2'-deoxyribonucleoside triphosphate oxoanion that is the tetraanion of 8-oxo-dGTP arising from deprotonation of the triphosphate OH groups. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • 2'-deoxy-8-oxo-7,8-dihydroguanosine 5'-triphosphate
  • 8-oxo-7,8-dihydro-2'-dGTP(4−)
  • 8-oxo-dGTP
  • 8-oxodeoxyguanosine triphosphate(4−)
Chemical Formula: C10H12N5O14P3
Average Molecular Weight: 519.151
Monoisotopic Molecular Weight: 522.99066
InChI Key: BUZOGVVQWCXXDP-VPENINKCSA-J
InChI:InChI=1S/C10H16N5O14P3/c11-9-13-7-6(8(17)14-9)12-10(18)15(7)5-1-3(16)4(27-5)2-26-31(22,23)29-32(24,25)28-30(19,20)21/h3-5,16H,1-2H2,(H,12,18)(H,22,23)(H,24,25)(H2,19,20,21)(H3,11,13,14,17)/p-4/t3-,4+,5+/m0/s1
CAS number: Not Available
IUPAC Name:2'-deoxy-8-oxo-5'-O-({[(phosphonatooxy)phosphinato]oxy}phosphinato)-7,8-dihydroguanosine
Traditional IUPAC Name: Not Available
SMILES:C(OP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])C1(OC(CC(O)1)N3(C(=O)NC2(C(=O)NC(N)=NC=23)))
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as purine 2'-deoxyribonucleoside triphosphates. These are purine nucleotides with triphosphate group linked to the ribose moiety lacking a hydroxyl group at position 2.
Kingdom Organic compounds
Super ClassNucleosides, nucleotides, and analogues
Class Purine nucleotides
Sub ClassPurine deoxyribonucleotides
Direct Parent Purine 2'-deoxyribonucleoside triphosphates
Alternative Parents
Substituents
  • Purine 2'-deoxyribonucleoside triphosphate
  • 6-oxopurine
  • Hypoxanthine
  • Purinone
  • Imidazopyrimidine
  • Purine
  • Aminopyrimidine
  • Pyrimidone
  • N-substituted imidazole
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Pyrimidine
  • Alkyl phosphate
  • Heteroaromatic compound
  • Azole
  • Imidazole
  • Vinylogous amide
  • Tetrahydrofuran
  • Secondary alcohol
  • Urea
  • Azacycle
  • Oxacycle
  • Organoheterocyclic compound
  • Alcohol
  • Organopnictogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Primary amine
  • Organic nitrogen compound
  • Amine
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic anion
  • Aromatic heteropolycyclic compound
Molecular Framework Aromatic heteropolycyclic compounds
External Descriptors
  • a purine-related compound (CPD0-1905)
Physical Properties
State: Not Available
Charge:-4
Melting point: Not Available
Experimental Properties: Not Available
Predicted Properties
PropertyValueSource
3D Conformer44237341 PubChem
Molecular Weight519.148 g/molPubChem
XLogP3-AA-6.8 PubChem
Hydrogen Bond Donor Count4 PubChem
Hydrogen Bond Acceptor Count14 PubChem
Rotatable Bond Count7 PubChem
Exact Mass518.959 g/molPubChem
Monoisotopic Mass518.959 g/molPubChem
Topological Polar Surface Area300 A^2PubChem
Heavy Atom Count32 PubChem
Formal Charge-4 PubChem
Complexity1010 PubChem
Isotope Atom Count0 PubChem
Defined Atom Stereocenter Count3 PubChem
Undefined Atom Stereocenter Count0 PubChem
Defined Bond Stereocenter Count0 PubChem
Undefined Bond Stereocenter Count0 PubChem
Covalently-Bonded Unit Count1 PubChem
Biological Properties
Cellular Locations: Not Available
Reactions:
dGTP + hydroxyl radical → 8-oxo-dGTP + Hydrogen ion
Pathways:
    Spectra
    Spectra: Not Available
    References
    References:
    Synthesis Reference: Not Available
    Material Safety Data Sheet (MSDS) Not Available
    External Links:
    ResourceLink
    CHEBI77896
    PUBCHEM44237341